Hydrochloric Acid → 2-Sulfamoyl-1,3-benzothiazol-5-yl cyclopentylacetate

HRID 2295753Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2295753
[OH:1][C:2]1[CH:3]=[CH:4][C:5]2[S:9][C:8]([S:10]([NH2:13])(=[O:12])=[O:11])=[N:7][C:6]=2[CH:14]=1.C(N(CC)CC)C.[CH:22]1([CH2:27][C:28](Cl)=[O:29])[CH2:26][CH2:25][CH2:24][CH2:23]1.Cl>CN(C)C1C=CN=CC=1.CN(C)C=O>[CH:22]1([CH2:27][C:28]([O:1][C:2]2[CH:3]=[CH:4][C:5]3[S:9][C:8]([S:10](=[O:12])(=[O:11])[NH2:13])=[N:7][C:6]=3[CH:14]=2)=[O:29])[CH2:26][CH2:25][CH2:24][CH2:23]1

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 12159529927-14-8HCID 3485182Cyclopentylacetyl chloride

Produkt 1

HCID 540433662-Sulfamoyl-1,3-benzothiazol-5-yl cyclopentylacetate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 142844-(Dimethylamino)pyridineKatalysatorHCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
25 °C

Versuchsvorschrift

To a stirred solution of 5-hydroxy-2-benzothiazolesulfonamide (2.3 g., 0.01 mole), 4-dimethylaminopyridine (100 mg., catalyst) and triethylamine (1.4 ml., 0.01 mole) in dimethylformamide (20 ml.) is added cyclopentaneacetyl chloride (1.6 g., 0.01 mole). The reaction mixture is stirred at 25° C. for 2 hours, poured into ice water and excess hydrochloric acid and extracted into ether. The organic extract is washed with water and dried over magnesium sulfate. The ether is evaporated and the residue chromatographed on silica gel (130 g. 70-230 mesh) to give 2-sulfamoyl-5-benzothiazolyl cyclopentaneacetate.

Aufarbeitung

  1. extractionextracted into ether
  2. extractionThe organic extract
  3. washis washed with water
  4. dry with materialdried over magnesium sulfate
  5. customThe ether is evaporated
  6. customthe residue chromatographed on silica gel (130 g. 70-230 mesh)

Quellen und Nachweise

ORD-Eintrag
ord-6eba10271a8846f2bbb687b9d5471ed6
Quelldatensatz
uspto-grants-1984_01
Patentnummer
US04426388

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